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CHEBI:138647 - 4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid

Default Structure
ChEBI IDCHEBI:138647
ChEBI Name4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid
Stars
ASCII Name4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid
DefinitionAn epoxy fatty acid that is (6E,8E,10Z,13Z,15E,19Z)-docosa-6,8,10,13,15,19-hexaenoic acid which is carrying an epoxy group at position 4S and a hydroxy group at position 17S. It is metabolite of docosahexaenoic acid which is converted to 17(S)-RvD3 or 17(S)-RvD4.
Last Modified17 April 2026
SubmitterBijay
DownloadsMolfile
FormulaC22H30O4
Net Charge0
Average Mass358.478
Monoisotopic Mass358.21441
SMILESCC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C=C\C=C\[C@@H]1O[C@H]1CCC(=O)O
InChIInChI=1S/C22H30O4/c1-2-3-11-14-19(23)15-12-9-7-5-4-6-8-10-13-16-20-21(26-20)17-18-22(24)25/h3-4,6-13,15-16,19-21,23H,2,5,14,17-18H2,1H3,(H,24,25)/b6-4-,9-7-,10-8+,11-3-,15-12+,16-13+/t19-,20-,21-/m0/s1
InChIKeyJQSJFHDWAHTRSL-XSBXIELMSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138647) is a epoxy fatty acid (CHEBI:61498)
4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138647) is a hydroxydocosahexaenoic acid (CHEBI:72790)
4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138647) is conjugate acid of 4S5)-epoxy-17(S)-hydroxydocosahexaenoate (CHEBI:747582)
Incoming Relation(s)
4S5)-epoxy-17(S)-hydroxydocosahexaenoate (CHEBI:747582) is conjugate base of 4S(5)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138647)
IUPAC Name 
3-{(2S,3S)-3-[(1E,3E,5Z,8Z,10E,12S,14Z)-12-hydroxyheptadeca-1,3,5,8,10,14-hexaen-1-yl]oxiran-2-yl}propanoic acid
Synonyms  Source
4S(5)-epoxy-17S-HDHAChEBI
4S(5)-epoxy-17(S)-HDHASUBMITTER
4S(5)-epoxy-17S-hydroxy-DHAChEBI
4S(5)-epoxy-17S-hydroxydocosahexaenoic acidChEBI
4S,5S-epoxy-17S-HDHAChEBI
4S,5S-epoxy-17S-hydroxy-6E,8E,10Z,13Z,15E,19Z-docosahexaenoic acidChEBI
Citations